O-demethylbuchenavianine

CHEBI:65739 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A piperidine alkaloid that consists of 5,7-dihydroxyflavone attached to a 1-methylpiperindin-2-yl moiety at position 8. It is a flavonoid alkaloid isolated from Buchenavia capitata, and has been shown to exhibit anti-HIV activity. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:26147 CHEBI:26147
CHEBI:38686 CHEBI:38686

Chemical structure

Computed structure properties
Molecular formula	C21H21NO4
Charge	0
Average mass	351.402 Da
Monoisotopic mass	351.14706 Da
Source	ChEBI
InChIKey	BBZGOLNDVQZCIH-UHFFFAOYSA-N

SMILES

CN1CCCCC1c1c(O)cc(O)c2c(=O)cc(-c3ccccc3)oc12

InChI

InChI=1S/C21H21NO4/c1-22-10-6-5-9-14(22)19-15(23)11-16(24)20-17(25)12-18(26-21(19)20)13-7-3-2-4-8-13/h2-4,7-8,11-12,14,23-24H,5-6,9-10H2,1H3

Also called

5,7-dihydroxy-8-(1-methylpiperidin-2-yl)-2-phenyl-4H-chromen-4-one (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

reaxys:5630398

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:64946 CHEBI:64946

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:65739`	O-demethylbuchenavianine	`antibioticmech:chebi-f3aa94e4ea`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.